4-(Dimethylamino)Benzaldehyde → HCID 70545653、化合物

HRID 894382

反応式

HRID 894382 の反応式
[CH3:1][C:2]1([CH3:13])[C@H:6]([C:7]#[N:8])[N:5]2[C:9](=[O:12])[C@H:10](Br)[C@H:4]2[S:3]1.[CH3:14][N:15]([CH3:24])[C:16]1[CH:23]=[CH:22][C:19]([CH:20]=[O:21])=[CH:18][CH:17]=1>O1CCCC1.C(OCC)(=O)C.[Zn]>[CH3:1][C:2]1([CH3:13])[C@H:6]([C:7]#[N:8])[N:5]2[C:9](=[O:12])[C@H:10]([CH:20]([OH:21])[C:19]3[CH:18]=[CH:17][C:16]([N:15]([CH3:14])[CH3:24])=[CH:23][CH:22]=3)[C@H:4]2[S:3]1.[CH3:1][C:2]1([CH3:13])[C@H:6]([C:7]#[N:8])[N:5]2[C:9](=[O:12])[C@@H:10]([CH:20]([OH:21])[C:19]3[CH:18]=[CH:17][C:16]([N:15]([CH3:14])[CH3:24])=[CH:23][CH:22]=3)[C@H:4]2[S:3]1

参加物

7

反応物 2

HCID 74794-(Dimethylamino)BenzaldehydeHCID 129447132,2-Dimethyl-3alpha-cyano-6alpha-bromopenam

生成物 2

HCID 70545653HCID 70545653、化合物HCID 70546902HCID 70546902、化合物

試薬・触媒・溶媒 3

HCID 23994Zinc触媒HCID 8028Tetrahydrofuran溶媒HCID 8857Ethyl Acetate溶媒

実験手順

A solution of 100 mg 2,2-dimethyl-3α-cyano-6α-bromopenam in 40 ml dry tetrahydrofuran is stirred with 60 mg p-dimethylaminobenzaldehyde and 500 mg zinc for about 12 hours at room temperature. The reaction mixture is then diluted in ethyl acetate, washed with aqueous sodium chloride and dried over anhydrous sodium sulfate. Chromatography of the mixture on silica gel affords, in 11:1 ratio, 2,2-dimethyl-3α-cyano-6α-(p-dimethylamino-α-hydroxybenzyl)penam and 2,2-dimethyl-3α-cyano-6β-(p-dimethylamino-α-hydroxybenzyl)penam. The 6α-compound has the following formula: ##STR39##

後処理

  1. washwashed with aqueous sodium chloride
  2. dry with materialdried over anhydrous sodium sulfate

出典と根拠

ORDレコード
ord-778f6392483544c6bae51ae7e02cf154
出典データセット
uspto-grants-1981_08
特許番号
US04283531

関連ノート

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